8 Must-Try Winter Outfits I’ve Been Loving This Season
When it comes to winter fashion, I’ve been experimenting with outfits that aren’t just cute but also warm, chic, comfy, and timelessly classy. The response I’ve been getting lately has been incredible — compliments left and right on these looks! Whether I’m running errands, heading out for dinner, or dressing up for a night out, these eight outfits have been my go-to choices for staying stylish this season. The best part? If you love any of these outfits, you can click the image to head straight to my LTK, where you can shop the pieces I’m wearing. Let’s dive in!
1. Long Sleeve Top with Baggy Jeans and Platform Uggs
This outfit is the epitome of laid-back winter comfort. Pairing a fitted long sleeve top with relaxed baggy jeans creates the perfect balance between casual and put-together. Add platform Uggs for that extra cozy vibe while keeping your feet warm and stylish. This look is ideal for a day of shopping or catching up with friends over coffee.
Why I Love It: Comfortable, effortlessly trendy, and perfect for running errands.
Style Tip: Add a puffer jacket or cropped cardigan to layer up on chilly days.
2. Off-the-Shoulder Long Sleeve Top with Jeans and Heels
For a more polished and chic vibe, I’ve been loving an off-the-shoulder long sleeve top paired with fitted jeans and classic heels. This outfit is perfect for a casual dinner or a fun evening out. It’s simple yet elevated, and the off-the-shoulder detail adds a touch of elegance.
Why I Love It: It’s flirty yet classy and works for so many occasions.
Style Tip: Add a dainty necklace or statement earrings to enhance the neckline.
3. Sweater with Mini Skirt, Tights, and Knee-High Boots
This outfit is a true winter favorite for those who love mixing cozy and chic elements. A soft sweater paired with a mini skirt, tights, and knee-high boots creates a sophisticated yet playful look. It’s the perfect outfit for a winter brunch or a date night.
Why I Love It: It’s feminine, warm, and gives major cozy-chic vibes.
Style Tip: Choose a chunky knit sweater for texture and contrast with a sleek mini skirt.
4. Off-the-Shoulder Sweater with Jeans and Heels
This look is another one of my favorites for creating a sleek, stylish outfit. An off-the-shoulder sweater is cozy yet sexy, especially when paired with fitted jeans and heeled boots or pumps. It’s ideal for a night out or even a semi-casual office day if your workplace has a relaxed dress code.
Why I Love It: It’s effortless, chic, and keeps you warm without sacrificing style.
Style Tip: Go for dark wash or black jeans for a more elevated feel.
5. Oversized Sweater with Leggings, Uggs, and Fuzzy Socks
When I’m staying in or running quick errands, this outfit is my ultimate go-to. An oversized sweater paired with leggings, cozy Uggs, and fuzzy socks is the perfect combination of warmth and comfort. It’s like wearing a hug all day long.
Why I Love It: It’s incredibly cozy while still looking put together.
Style Tip: Add a headband or a knit beanie for a cute, casual accessory.
6. Tights with Bodysuit, Mini Skirt, and Heels
This outfit is my winter-approved take on dressing up for a night out. Pairing tights with a fitted bodysuit, a mini skirt, and sleek heels creates a bold yet weather-appropriate look. It’s great for parties, dates, or any special occasion.
Why I Love It: It’s sexy, flattering, and perfect for winter evenings.
Style Tip: Opt for sheer black tights for a polished look and add a cropped jacket or blazer.
7. Mini Skirt with Heels, Sleeveless Top, and Shrug
For slightly warmer winter days or indoor events, I’ve been loving this outfit. A mini skirt paired with a sleeveless top and a soft shrug combines comfort and style seamlessly. Add a pair of heels to complete the look and elongate your legs.
Why I Love It: It’s playful, trendy, and great for layering.
Style Tip: Choose a knit or faux fur shrug for extra warmth and texture.
8. Oversized Sweater Dress with Tights and Heels
Last but certainly not least, an oversized sweater dress styled with tights and heels is a classic winter outfit that never fails. It’s cozy, stylish, and can be dressed up or down depending on the occasion. Perfect for anything from holiday gatherings to casual coffee dates.
Why I Love It: It’s comfortable, versatile, and looks effortlessly chic.
Style Tip: Add a belt to cinch the waist and create a more defined silhouette.
Wrap-Up
These eight winter outfits have been my absolute favorites this season, and I’ve received so many compliments every time I wear them. Whether you’re looking for cozy and casual or chic and polished, there’s something here for every occasion. Don’t forget, you can shop any of these outfits by clicking the images to visit my LTK! Let me know which one is your favorite in the comments or tag me if you recreate any of these looks. Stay warm and stylish this winter!
Happy styling! – Nicole
